Abstract
The regularities in the electronic absorption spectra of trans-styrylpyrazoles were interpreted on the basis of quantum-chemical calculations by the Pariser-Parr-Pople configuration-interaction (PPP CI) method and data from the photoelectron spectra taking into account the peculiarities of the formation of the boundary molecular orbitals of pyrazole. The difference in the electronic effects of the isomeric pyrazolyl radicals determines the degree of polarization of the ethylene fragment and the C-C bonds of the pyrazole ring in the styrylpyrazole molecules; this is reflected in their IR spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
E. S. Krongauz, D. A. Bochvar, I. V. Stankevich, and V. V. Korshak, Dokl. Akad. Nauk SSSR, 179, 94 (1968).
V. I. Minkin, A. F. Pozharskii, and Yu. A. Ostroumov, Khim. Geterotsikl. Soedin., No. 4, 551 (1966).
P. Cohen-Fernandes and C. L. Habraken, Rec. Trav. Chim., 86, 1249 (1967).
I. L. Finar, J. Chem. Soc. (B), No. 7, 725 (1968).
R. N. Butler, Can. J. Chem., 51, 2315 (1973).
V. P. Perevalov, A. K. Kh. Karim, M. A. Andreeva, E. G. Rumyantseva, and B. I. Stepanov, Zh. Obshch. Khim., 52, 2598 (1982).
V. P. Perevalov, V. V. Redchenko, G. V. Sheban, A. B. Kostitsyn, L. I. Baryshnenkova, and B. I. Stepanov, Khim. Geterotsikl. Soedin., No. 12, 1629 (1986).
V. I. Vovna and F. I. Vilesov, Advances in Photonics [in Russian], No. 5, Leningrad State University, Leningrad (1975), p. 3.
H. Verschambre and A. Kergomard, Bull. Soc. Chim. Fr., No. 1, 336 (1966).
Ya. A. Shuster V. A. Kozlova, and V. I. Seraya, Khim. Geterotsikl. Soedin., No. 12, 1655 (1974).
B. V. Ioffe and N. L. Zelenina, Khim. Geterotsikl. Soedin., No. 10, 1414 (1970).
M. A. Andreeva, A. K. Kh. Karim, E. A. Denisova, V. P. Perevalov, and B. I. Stepanov, Zh. Obshch. Khim., 50, 2370 (1980).
R. Silverstein, H. Bassler, and T. Morril, Spectrometric Identification of Compounds [Russian translation], Mir, Moscow (1977).
E. V. Titov, N. V. Poddubnaya, and L. N. Litvinenko, Teor. éksp. Khim., 2, No. 3, 271 (1966).
P. Pariser and R. Parr, J. Chem. Phys., 23, 711 (1955).
V. P. Zvolinskii, Abstract, Master's Dissertation, Moscow (1970).
M. Dewar, Molecular Orbital Theory in Organic Chemistry [Russian translation], Mir, Moscow (1972), p. 220.
V. P. Perevalov, M. A. Andreeva, L. V. Shmelev, and B. I. Stepanov, Khim. Geterotsikl. Soedin., No. 11, 1533 (1984).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1061–1064, August, 1990.
Rights and permissions
About this article
Cite this article
Perevalov, V.P., Baryshnenkova, L.I., Sheban, G.V. et al. Spectral peculiarities of isomeric trans-styrylpyrazoles. Chem Heterocycl Compd 26, 887–890 (1990). https://doi.org/10.1007/BF00480863
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00480863